Pinacolborane

• Catalog No.: L17558
• CAS Number: 25015-63-8
• M. F.: C6H13BO2
• M. W.: 127.97722
• Purity: 97%

SYNONYMS

• Title: 凤梨醇硼烷
• IUPAC name: 4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• IUPAC Traditional name: 4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane

DATABASE IDS

• Beilstein Number: 7802871
• CAS Number: 25015-63-8
• MDL Number: MFCD00674030

PROPERTIES

• Purity: 97%
• Boiling Point: 42-43°C/50mm
• Density: 0.882
• Flash Point: 5°C(41°F)
• Refractive Index: 1.3970
• GHS Hazard statements: H225-H261
• European Hazard Symbols: Flammable (F)
• GHS Precautionary statements: P210-P231+P232-P241-P303+P361+P353-P403+P235-P501A
• Risk Statements: 11-15
• Safety Statements: 7/8-9-16-33-43
• Storage Warning: Air Sensitive
• TSCA Listed: 否
• Hazard Class: 4.3
• UN Number: UN3399
• Packing Group: II

REFERENCES

• Precursor of boronic esters by hydroboration or coupling reactions. Hydroboration of alkynes, in the presence of Rh or Ni catalysts, yields alkenylboronates: Tetrahedron Lett., 37, 3283 (1996). Hydroboration of alkenes in the presence of Chlorotris(triphenylphosphine)rhodium(I), 10468, affords the alkylboronate: Tetrahedron Lett., 37, 3283 (1996); with phosphine-free catalyst Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 10466, dehydrogenative borylation predominates to give the alkenylboronate: Tetrahedron Lett., 40, 213 (1999); Bull. Chem. Soc. Jpn., 75, 825 (2002):
  
• Coupling aryl iodides and bromides, catalyzed by [1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) chloride, 41225, gives the aryl pinacolboronates: J. Org. Chem., 62, 6458 (1997); 65, 164 (2000). In the presence of triphenylarsine, Pd-catalyzed coupling with alkenyl triflates and iodides affords vinylboronates: Synthesis, 778 (2000). For a brief review of uses of pinacolborane, see: Synlett, 1210 (2000).